21-hydroxy-1,4-pregnadiene-3,11,20-trione | 67067-81-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 21-hydroxy-1,4-pregnadiene-3,11,20-trione
• 英文别名: 21-hydroxy-pregna-1,4-diene-3,11,20-trione；21-Hydroxy-pregna-1,4-dien-3,11,20-trion；21-hydroxypregna-1,4-diene-3,11,20-trione；(8S,9S,10R,13S,14S,17S)-17-(2-hydroxyacetyl)-10,13-dimethyl-7,8,9,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthrene-3,11-dione
• CAS: 67067-81-6
• 化学式: C₂₁H₂₆O₄
• 分子量: 342.435
• InChiKey: HPXOYVSJRIINKV-KJQYFISQSA-N

物化性质

• 熔点：
  200-220 °C (decomp)
• 沸点：
  535.2±50.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  71.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  21-hydroxy-1,4-pregnadiene-3,11,20-trione 在 9H-氧杂蒽-9-甲酰氯 、 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 21-chloro-17α-propanoyloxy-1,4-pregnadiene-3,11,20-trione
  参考文献：
  名称：

  An Improved Synthesis of 17α-Acyloxy-21-chlorosubstituted Corticosteroids using Xanthene-9-carbonyl Chloride

  摘要：

  DOI：

  10.1055/s-1982-30048
• 作为产物：
  描述：

  泼尼松 在 碘代三甲硅烷 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以54%的产率得到21-hydroxy-1,4-pregnadiene-3,11,20-trione
  参考文献：
  名称：

  用碘代三甲基硅烷对皮质类固醇类固醇的C-17处的二羟基丙酮部分进行区域特异性脱氧。

  摘要：

  皮质类固醇1-6与碘三甲基硅烷在甲腈中的反应产生了区域特异性去氧化产物，21-羟基-20-酮7-11，产率中等至高。而使用氯仿作为溶剂则导致21-酮醇7和8的产率降低，同时20-酮12和13的生成量增加。21-酮醇7有效转化为20-酮12，而17α-羟基异构体14保持不变。通过这种碘硅烷处理，21-碘-20-酮17迅速且定量地转化为20-酮12，表明酮醇7转化为酮12很可能是通过碘化物17进行的。

  DOI：

  10.1248/cpb.34.3722

文献信息

• COMPOSITIONS AND METHODS FOR TREATMENT OF VIRAL DISEASES
  申请人：Johansen Lisa M.

  公开号：US20100009970A1

  公开（公告）日：2010-01-14

  The present invention features compositions, methods, and kits useful in the treatment of viral diseases. In certain embodiments, the viral disease is caused by a single stranded RNA virus, a flaviviridae virus, or a hepatic virus. In particular embodiments, the viral disease is viral hepatitis (e.g., hepatitis A, hepatitis B, hepatitis C, hepatitis D, hepatitis E) and the agent or combination of agents includes sertraline, a sertraline analog, UK-416244, or a UK-416244 analog. Also featured are screening methods for identification of novel compounds that may be used to treat a viral disease.

  本发明涉及用于治疗病毒性疾病的组合物、方法和试剂盒。在某些实施方式中，病毒性疾病是由单链RNA病毒、黄病毒科病毒或肝病毒引起的。在特定实施方式中，病毒性疾病是病毒性肝炎（例如甲型肝炎、乙型肝炎、丙型肝炎、丁型肝炎、戊型肝炎），药剂或药剂组合包括舍曲林、舍曲林类似物、UK-416244或UK-416244类似物。还包括用于鉴定可用于治疗病毒性疾病的新化合物的筛选方法。
• Amino-9,10-secosteroids useful for treating head injury, spinal cord
  申请人：The Upjohn Company

  公开号：US04996318A1

  公开（公告）日：1991-02-26

  The amino-9,10-secosteroids ##STR1## of the present invention contain an amino group attached to the terminal carbon atom of the C.sub.17 -side chain and are useful as pharmaceutical agents for treating a number of conditions including spinal trauma, mild and/or moderate to severe head injury, etc.

  本发明的氨基-9,10-次甾体类固醇包含一个氨基团附加在C.sub.17-侧链的末端碳原子上，并可用作治疗多种病症的药物，包括脊柱创伤、轻度和/或中度至重度头部创伤等。
• Process for production of dienes by corynebacteria
  申请人：SCHERING CORP

  公开号：US02837464A1

  公开（公告）日：1958-06-03
• Efficient C-21 deoxygenation of 21-alkoxy-20-keto corticoid steroids with trimethylsilyl iodide in the presence of methanol
  作者：Masao Nagaoka、Yurie Kunitama、Mitsuteru Numazawa

  DOI：10.1021/jo00001a062

  日期：1991.1

  Reaction of 21-alkyl ethers 1, 4-6, 8, and 9 with a large excess of trimethylsilyl iodide (TMSI) produced the deoxygenated products 3 and 11 in low to moderate yields along with a small amount of 21-alcohols 2 and 10. The deoxygenation reaction in the presence of 1.5 molar equiv of MeOH gave the products in much higher yields than those without MeOH, except the reaction of the ethyl and n-propyl ethers 4 and 5. Treatment of 1 and 8 with trimethylsilyl chloride/NaI in the presence of MeOH gave similar results to those with TMSI. Compound 3 was also produced in high yields by reaction of 1 and 4 with HI under mild conditions. On the other hand, treatment of 17-alpha-ketol 7 with TMSI in the presence of MeOH yielded 17-alpha-beta-methyl D-homo steroid 15. The results along with deuterium-labeling experiments with MeOD and IR and H-1 NMR spectral analysis during the reaction with TMSI suggest that dealkylation of the 21-alkyl ethers precedes the deoxygenation, in which HI produced in situ by reaction of MeOH with TMSI would be involved.
• NAGAOKA, MASAO;KUNITAMA, YURIE;NUMAZAWA, MITSUTERU, J. ORG. CHEM., 56,(1991) N, C. 334-338
  作者：NAGAOKA, MASAO、KUNITAMA, YURIE、NUMAZAWA, MITSUTERU

  DOI：——

  日期：——